3C-MAL

3C-MAL, also known as 4-methylallyloxy-3,5-dimethoxyamphetamine or as α-methylmethallylescaline (3C-methallylescaline), is a chemical compound of the phenethylamine, amphetamine, and 3C families related to the psychedelic drug 3,4,5-trimethoxyamphetamine (TMA).^[1][2] It is the amphetamine (3C) analogue of the psychedelic methallylescaline (MAL).^[1][2] The compound does not appear to have been tested in humans, and its dose, duration, and effects are unknown.^[1] Its chemical synthesis has been described.^[2] 3C-MAL was first described in the scientific literature by Daniel Trachsel in 2002.^[1][2]

3C-MAL

Clinical data
Other names	4-Methylallyloxy-3,5-dimethoxyamphetamine; 3,5-Dimethoxy-4-methylallyloxyamphetamine; α-Methylmethallylescaline; α-Methyl-MAL; 3C-Methallylescaline
Routes of administration	Unknown[1]
Pharmacokinetic data
Duration of action	Unknown[1]
Identifiers
IUPAC name 1-[3,5-dimethoxy-4-(2-methylprop-2-enoxy)phenyl]propan-2-amine
CAS Number	501700-11-4
PubChem CID	54929000
ChemSpider	33248744
CompTox Dashboard (EPA)	DTXSID501336786
Chemical and physical data
Formula	C15H23NO3
Molar mass	265.353 g·mol−1
3D model (JSmol)	Interactive image
Melting point	159 to 160 °C (318 to 320 °F)
SMILES CC(CC1=CC(=C(C(=C1)OC)OCC(=C)C)OC)N
InChI InChI=1S/C15H23NO3/c1-10(2)9-19-15-13(17-4)7-12(6-11(3)16)8-14(15)18-5/h7-8,11H,1,6,9,16H2,2-5H3 Key:PUSUEDYGABXNSF-UHFFFAOYSA-N

See also

• 3C (psychedelics)
• 2C-T-3
• 3C-AL
• 3C-P
• MMALM